Ethyl benzoylacetate → 4-Penten-1-one, 1-phenyl-

HRID 635428

Reaktionsgleichung

Reaktionsgleichung von HRID 635428
[Na:1].C(O[C:5](=O)[CH2:6][C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)C.[CH2:16](Br)[CH:17]=C.[OH-].[K+]>C(O)C.O>[Na:1].[C:8]1([C:7]([CH2:6][CH2:5][CH:16]=[CH2:17])=[O:14])[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Komponenten

8

Edukt 4

HCID 7170Ethyl benzoylacetateHCID 7841Allyl bromideHCID 14797Potassium HydroxideHCID 5360545Sodium

Produkt 2

HCID 1013624-Penten-1-one, 1-phenyl-Ausbeute 98 %HCID 5360545Sodium

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A sodium solution of alcohol was prepared by dissolving 33 g of sodium in 1000 mL of ethanol. To the warm solution, 260 mL of benzoyl-acetic acid-ethylester was added and then 130 mL of allyl bromide was slowly dropped into the solution. The mixture was refluxed for 4 hrs. and then the solid removed in a vacuum. The resulting solid was then combined in an aqueous solution of potassium hydroxide prepared by combining 145 g of potassium hydroxide with 500 mL of water. This mixture was heated under reflux for 4 hrs. The mixture was then neutralized and extracted three times with 150 mL of diethylether. The organic layer was separated, washed twice with water, and dried. The solvent was removed in a vacuum to produce a 98 percent yield of phenyl-(but-3-enyl) ketone.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 4 hrs
  2. customand then the solid removed in a vacuum
  3. customprepared
  4. temperatureThis mixture was heated
  5. temperatureunder reflux for 4 hrs
  6. extractionextracted three times with 150 mL of diethylether
  7. customThe organic layer was separated
  8. washwashed twice with water
  9. customdried
  10. customThe solvent was removed in a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-9abb4a940fed4833855646abd2a254fa
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06187880B1

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